Chase 'N Rainbows

What Chase 'N Rainbows does

Chase 'N Rainbows is a privately held vacation rental management company headquartered in Lahaina, Hawaii, that operates as a brand subsidiary of Castle Resorts. The company aggregates and manages vacation rental inventory across four Hawaiian Islands — Maui, O'ahu, Kaua'i, and Hawai'i Island — covering more than 35 named resort and condominium properties (e.g., Hale Mahina, Whaler on Kā'anapali Beach, Waikīkī Banyan, Islander on the Beach, Kona Reef Resort, Mauna Lani Golf Villas). It serves two customer sets: (1) leisure travelers who book accommodations directly through the company's Track Ecommerce-powered website, and (2) property owners who enlist Chase 'N Rainbows to manage housekeeping, maintenance, and guest handling for their units.

The business model combines direct-to-consumer transactional booking revenue (pay-as-you-go, property-specific rates that vary by island, unit, season, and length of stay) with managed-services revenue from owner contracts. Distribution is anchored on a single e-commerce storefront with SEO-optimized island/resort landing pages, supplemented by email newsletter, Facebook, and Instagram channels. There is no mobile app, no public API, no disclosed integrations, and no third-party booking-platform presence described — the company's go-to-market is exclusively its own website plus on-island 24-hour guest support. No pricing tiers, revenue figures, or headcount beyond the 11–50 range are publicly disclosed.

The firm has no disclosed funding history, no M&A activity, no patents or trademarks on record, no regulatory actions, and no named management team in the input data. It is not certified to any external compliance frameworks. Strategic positioning is therefore that of a niche, single-geography (Hawaiian Islands), mid-sized vacation rental manager operating inside a larger parent organization (Castle Resorts), with limited technological differentiation beyond its ecommerce storefront.

Name

Chase 'N Rainbows

Legal name

Chase 'N Rainbows

Website

https://westmauicondos.com

Company type

Private

Founded year

1979

Operating status

Operating

Headcount range

11–50 employees

Short description

Chase 'N Rainbows is a private vacation rental management company operating as a brand subsidiary of Castle Resorts, managing 35+ resort and condominium properties across four Hawaiian Islands (Maui, O'ahu, Kaua'i, Hawai'i Island) for leisure travelers and property owners via direct-to-consumer online booking.

Ownership category

akta.pro rank

Product category

Vacation Rental Management

NAICS

Other Traveler Accommodation (72119), Hotels (except Casino Hotels) and Motels (72111)

SIC

Hotels, Rooming Houses, Camps & Other Lodging Places (7000), Hotels & Motels (7011)

akta.pro primary industry

Beachfront & Island Luxury Resorts (THAGACAA)

akta.pro secondary industry

Resort-Area Full-Service Hotels (Non–All-Inclusive) (THAGAAAD)

Keywords

• Vacation rental management
• Hawaii vacation rentals
• Property management services
• Resort accommodation booking
• Beachfront vacation homes

Headquarters

HQ city

Lahaina

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Operations, Personnel, Marketing or Sales, Technology or R&D

Revenue model

1. Vacation Rental Bookings: Revenue generated from booking vacation rentals across multiple properties on four Hawaiian islands. Customers book accommodations directly through the company's website, paying for stays at various resort properties and private homes.
2. Property Management Services: Services offered to property owners to manage their vacation rentals, including housekeeping, maintenance, and tenant management. The company aggregates property inventory to expand rental options for visitors.

Pricing tiers

Go-to-market motion1 record

Distribution channels1 record

Marketing channels4 records

Core offering

Chase 'N Rainbows manages and rents vacation accommodations at 35+ resort and private-home properties across four Hawaiian Islands (Maui, O'ahu, Kaua'i, and Hawai'i Island), allowing individual travelers to search and book directly through its website. It also offers property management services—including housekeeping, maintenance, and guest handling—for owners of vacation rentals, villas, and private homes on the Hawaiian Islands, operating under the Castle Resorts parent brand.

Product overview

Chase 'N Rainbows is a vacation rental management company offering accommodations across four Hawaiian Islands: Maui, O'ahu, Kaua'i, and Hawai'i Island. The company manages vacation rentals at 30+ named resort properties and provides property management services for owners. Accommodations are categorized by experience type (Beachfront, Golf, Private Homes, Family Friendly) and include on-island service support, 24-hour customer support, and housekeeping/maintenance services. The company operates as a subsidiary of Castle Resorts.

Differentiator

Problem solved

Functional benefit

Products and services

• Maui Vacation Rentals

Segments2 records

Ideal customer profiles2 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

One partnership is on record.

• Castle ResortscoreOthersCastle Resorts is the parent company of Chase 'N Rainbows. Chase 'N Rainbows operates as a brand under Castle Resorts, leveraging their established vacation rental management infrastructure and resort relationships across Hawaii.

Scale indicators2 records

Recent moves5 records

Expansion highlights4 records

Emerging players

• TurnKey Vacation Rentals: Professional vacation rental manager operating across multiple US destinations with a tech-enabled direct booking platform. Comparable business model (managed services + direct booking) but currently concentrated on US mainland destinations rather than Hawaii.
• Evolve (Evolve Vacation Rental): US-focused vacation rental management company with a lighter-touch, tech-enabled model. Comparable direct booking platform and managed services model, but with limited Hawaii-specific presence today.

Broad incumbents

• Airbnb: Global short-term rental marketplace and the dominant demand channel for vacation rental inventory. Competes for the same Hawaiian traveler bookings and indirectly for owner relationships, but operates as a platform rather than a property manager.
• Vrbo (Expedia Group): Major vacation rental marketplace and direct competitor for both traveler bookings and property owner acquisition in Hawaii. Part of Expedia Group with significant marketing scale.
• Marriott Vacation Club: Major timeshare and vacation rental brand with Hawaiian resort inventory (including in Waikiki and Maui). Competes at the upper end of the Hawaii vacation accommodation market with a different ownership/usage model but similar customer base.
• Outrigger Resorts & Hotels: Established Hawaii-based hospitality company operating hotels, resorts, and vacation rentals across Hawaii and the Asia-Pacific. Competes for the same Hawaiian traveler demand with a broader hotel-and-resort portfolio.

Direct peers

• Castle Resorts: Parent company of Chase 'N Rainbows and a Hawaii-focused vacation rental and resort management company. Operates in the same geographic market with overlapping inventory and brand portfolio; provides direct strategic and operational context for the subsidiary.
• Vacasa: Large US-focused vacation rental management company with a professional management model and direct booking platform. Closest analog to Chase 'N Rainbows in business model (managed services + direct booking) but operating at much larger scale across multiple US destinations.
• Hawaii Vacation Rentals: Direct competitor operating vacation rental management services across multiple Hawaiian islands. Competes for the same traveler demand and owner management contracts in Maui, Kauai, and the Big Island.
• Suite Paradise: Hawaii-based vacation rental management company with direct booking across multiple Hawaiian islands. Comparable multi-island footprint, direct-to-consumer model, and resort-condo inventory mix.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks6 records

Key highlights6 records

Customer concentration

• Facebookfacebook.com/ChaseNRainbows
• Instagraminstagram.com/chase_n_rainbows/?hl=en
• LinkedInlinkedin.com/company/chase-n-rainbows

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Chase 'N Rainbows