Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Princeville Kauai 4 Bedroom Home Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located on a quiet cul-de-sac, this magnificent, custom home was built in 2008 by a contractor for his personal residence. Attention to detail is evident throughout, with use of the finest...
Bay Villas Gold Oceanfront 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Stunning 1BR condo at Royal Kahana 308, perfect for your Hawaiian getaway!
Royal Kahana 308 Bright Blue Direct Oceanfront Views from this 3rd Floor West Maui GetawayWelcome to your Maui Retreat: Royal Kahana 308 is a breezy 1-bedroom, 1-bath coastal-boho retreat that sleeps up to 4 guests and offers tranquil, front-row views of the Pacific...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Kona Condo w/ Screened Lanai + Pool | Walk to Town
Summary:Kalanikai #111 – Kailua-KonaEntire condo in Kailua-Kona, Hawaiʻi4 guests · 1 bedroom · 2 beds · 1 bathRelax into island living at this bright and breezy 1-bedroom condo at Kalanikai, just 1 block from downtown Kailua-Kona. With a screened lanai, tropical...
Ocean front house, right on the Beach!WiFi. Free Parking
On the beach!! Relax with all family at this peaceful place to stay when the waves from the ocean break right onto the property walls. Enjoy a cup of coffee in the morning with Honolulu and Diamond Head views! Cute and cozy fully furnished house with beautiful views,...
Ka’anapali Alii 3943 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 394! A luxurious 2-bedroom, ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. Located on the...
Studio Has It All Ac Sandy Beach 180 degree Ocean Front View!!
Kahana Beach Vacation Club is located directly on the Beach. Within a 10 minute drive to Napili Bay and Whaler’s Village. Enjoy a range of recreational amenities, including an outdoor pool, a spa tub and fitness center. Also, enjoy wireless Internet, concierge services...
Kaanapali Alii 21122 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 2112, a beautiful one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD...
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui\'s southern shore, this luxurious one-bedroom, two-bathroom condo provides guests...
Aqua Aloha Surf Waikiki 212 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 212 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
2 bed 2 bath Condo in family-friendly building in Waikiki! Minimum 30 days
Located in Honolulu, this awesome condo features 2 queen beds in 2 bedrooms, along with a cozy living room with a sofa bed. With amenities like a washing machine, dryer, WiFi, and AC, guests can enjoy a wonderful stay in this cool space. Our place is equipped for both...
Kauai Beach Resort, #2540: Premium Ocean View Suite! 4 Gorgeous Pools & A/C!
Summary:Wake up to breathtaking ocean views from your room and lanai from our Premium Suite located at the Kauai Beach Resort & Spa, where luxury amenities meet authentic Hawaiian charm.*Please note in 2026 there is common area and restaurant renovations taking place...
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning
Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,one-bath Ohana vacation rental. This cozy coastal retreat is the perfectescape for couples seeking an island getaway. Nestled in a sereneneighborhood, you'll enjoy the tranquility of the ocean...
Nestled within the highly desirable Enclave Three of the Luana Garden Villas, this upscale 9BR haven combines three 3BR villas from two neighboring buildings to create over 6000 sq ft of interior living space, perfectly suited for larger groups or families. Located on...
Halii Kai 7G. Ocean Views! Newly Remodeled.Please scroll down for detailed informationDive into luxury at the newly remodeled and upgraded 7G Halii Kai, a stunning 3-bedroom townhouse in Waikoloa Beach Resort. Nestled close to the ocean, this family-friendly haven...
Your Relaxing Getaway Awaits! Breathtaking Oceanfront Suite with Pool Privileges
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 588 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Relax After Exploring Waikiki | 4 Inviting Units Near Beach & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Hale Kailani - Sea & Sky House
Welcome to Hale Kailani, our Sea and Sky House, located on a peaceful half-acre in the Hawaiian Paradise Park community just south of Hilo. This inviting island home offers comfortable indoor living paired with beautiful outdoor spaces, making it an ideal retreat for...
Always a Great Idea To Unwind! Outdoor Swimming Pool, Partial Ocean View!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 390 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Upscale & Luxurious Oceanview Resort Vistas
Summary:Fully remodeled and outfitted! This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's...
Marriott's Maui Ocean Club Napili/Lahaina 1 Bedroom - Many Dates Available!
For any reservation inquiries, please use the "Contact Host" feature under "Check Availability."Hosted by TravelscowtDiscover our exceptional ratings with hundreds of 5-star reviews on VRBO, Google, and our own Travelscowt website.Most high-demand weeks during the...
Aqua Aloha Surf Waikiki 1409 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1409 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 386 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Ideally located on serene Po'pu Beach. Peaceful stretches of white sand beach and crystal blue pacific ocean with breathtaking sunsets. Onsite spa, resort pools, steps from many beaches and beach activities.Ideal for small families, this studio unit has 403sqft of space...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Fairway Villa at Waikoloa B4 Golf View 2 Bedroom
This two-bedroom condo offers golf views and a prime location on the Kohala Coast. Hit the links or enjoy the peaceful surroundings and easy access to everything Big Island has to offer. Unit B4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200 Pohakulana...
Ocean and Molokini Views by Beach - Wailea Ekahi 13D
Book with us and come to Maui to explore everything we have to offer!Ocean views can be enjoyed from Wailea Ekahi Unit 13D. This one-bedroom features a California-king bed, and queen sofa bed in the living room. With vaulted ceilings and a bright, open floor plan, this...
Luxury 2-bedroom house in charming Hauula North Shore with full amenities
This modern home is designed for comfort, style, and relaxation-- blending sleek architecture with the natural beauty of Hawaii. With ocean front views and natural lighting fills this home and makes it the perfect destination for your dream stay. perfect for family...
Honua Kai | 3 FREE Rental Cars | KBM Resorts | Ocean Front | 3 Units, 7 Bedrooms | HK ML-2546
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Ensuring a Very Comfortable & Memorable Stay! Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
2/2 BEACHFRONT RESORT w AC, Poipu Bch, Kiahuna Gardenview, Pool/Gym/Courts
AC throughout the condo. This is the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. This beautiful and spacious 2-level garden view condo has a full sized kitchen with everything you need to feel...
Kaanapali Alii 41012 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 4101, a gorgeous one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe high-floor...
Fabulous Poipu 6 bedrooms for 10-12! AC!
New Listing!! The Listing is made up of two separate townhomes just steps apart!This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna Beach!Surrounded by a championship golf course, the property enjoys a prime spot on Kauai’s sunny...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Valley Isle Resort #907 - Vacation West Maui
★Free Wi-fi, Free Parking, No Resort Fees★Valley Isle Unit 907 offers a serene escape on Maui's western shore. This oceanfront condo boasts breathtaking views of the Pacific, with Molokai and Lanai in the distance. Enjoy modern amenities, including a fully equipped...
Royal Kahana Maui 1215 Ocean View 1 Bedroom
- 12th floor condo with balcony- Carpet & tile flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Bedroom with 1 king bed- Queen sofa bed in living area- Ceiling...
This 3 bedroom 2 1/2 bath townhouse is located in Lanikai. It is fully furnished and ready for move in. Gated Community with tennis courts , pool , hot tub and BBQ area. Views of the Koolau's and famous pillbox hike. Brazilian Teak flooring throughout, Wrap Around...
Experience Island Paradise at The Grand Islander by Hilton - 2 Bd. Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
1-Bedroom Within The Ilikai Hotel!
1 Bedroom Economy Lagoon View on the 8th Floor! This unit features a full kitchen, queen bed, free long distance and wifi. Enjoy this sought-after view of the lagoon and Pacific ocean from your very own, spacious lanai.Just a quick walk away, is Hilton Hawaiian Village...
Explore Waikiki Neighborhood with Us | Pool
This listing is for a room within a hotel.✦ Your room is 168 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Diamond Head Luxe Private Estate with Pool | Sleeps 11
Diamond Head Luxe is a refined private estate in Honolulu’s coveted Diamond Head neighborhood, nestled at the end of a private road, and designed for effortless island living at scale. With generous interiors, seamless indoor-outdoor flow, and a resort-style pool...
Luxury 3BR Villa with Ocean Views – Marriott's Ko' Olina Beach Club
Step into paradise in this ocean-view three-bedroom villa at Marriott’s Ko Olina Beach Club, where comfort, space, and resort-style amenities come together for an unforgettable Hawaiian escape. Ideal for families or groups seeking relaxation and adventure, this villa...
High-Floor Beachfront Colony Surf Condo w/ Sunset Views, Diamond Head Gold Coast
Wake up to turquoise Kaimana Beach and fall asleep to fiery Hawaiian sunsets. Located on the 12th floor of the iconic Colony Surf, this 1-bedroom suite delivers true “live like a local” comfort with resort-level amenities.There is no air conditioning, so please enjoy...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to have...
Marriott's Ko Olina Beach Club-2 Bedroom Unit-Mountain View-Full Resort Access
Escape to paradise at this spacious two-bedroom Mountain View villa located in the world-class Marriott’s Ko Olina Beach Club, nestled along Oahu’s stunning western shore. Perfect for families or couples traveling together, this beautifully appointed villa offers the...
Luxury Coffee Farm -Endless Views -Pool - Now Totally Exclusive
Our entire Estate is for sale. All reservations will be honored out at least 30 nights and we will probably be able to honor reservations out to 90 days depending on circumstances. You deposit and all monies received will be entirely refundable up to 14 days of arrival....
Perfect for a couples getaway! 311 Shores at Waikoloa
Shores at Waikoloa 311Please scroll down for detailed informationBedding Configuration:Master Bedroom: King Bed-split King with adjustable baseAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...