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.
** 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...
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking, Walk to Beach & Attractions
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in the Island. Total of 3 Beds: 2 Full in Bedroom and 1 Queen Sofabed in Living Room, sleeps up to 4 guests. From your own...
Kapalua Golf Villas 17T7 on Golf Course with Ocean Views & Lanai
Kapalua Golf Villas 17T7 Enjoy a Peaceful Island Vacation from Directly on the Golf Course in Kapalua with Ocean Views, Minutes from the Beach, Steps to the PoolWelcome to Your Maui Retreat: Kapalua Golf Villas 17T7 is a 1-bedroom, 2-bathroom townhouse style condo that...
Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Bali Hai, Kauai HI, 1 bedroom sleeps 4
About this spaceNestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian...
Stylish Beachfront Getaway - 3rd floor amazing views
Located in Lahaina, this condo is a cool retreat for guests seeking a serene escape. The space features one bathroom and keeps you comfortable with air conditioning throughout. Whether you’re freshening up with the hair dryer or ironing your favorite outfit, you’ll find...
KBM Resorts | 3 Free Cars | Napili Point | Water Front | 3 Units, 5 Bedrooms | NAP ML-3909
** 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...
** 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...
Peaceful Mango Cabin in Tropical Orchard • South Point
Escape to the Mango Cabin, a peaceful retreat nestled in a tropical orchard near South Point on Hawaiʻi Island. Surrounded by fruit trees and lush gardens, this cozy private cabin offers a quiet place to relax and experience the natural beauty of the island.The CabinThe...
Ko Olina Luxury Family Villa~Amazing Ocean Views~BEACHFRONT~New Decor~Sleeps 6
Welcome to your private island retreat at the prestigious Beach Villas at Ko Olina, an exclusive beachfront condominium community located within the world-renowned Ko Olina Resort on the sunny leeward coast of Oʻahu. Perched on the 7th floor, this exquisitely decorated...
Ocean View 2BR at Marriott Maui Ocean Club – Ka’anapali Beachfront
Enjoy spacious island living in this two-bedroom ocean-view villa at Marriott’s Maui Ocean Club – Molokai, Maui & Lanai Towers, perfectly positioned on world-famous Ka’anapali Beach. Ideal for families or groups, this residence features a primary bedroom with a king bed...
Private off grid jungle cabin w/ AC and WIFI
Experience a private off-grid jungle retreat on 3 secluded acres in Hawai‘i. This newly built cabin blends comfort and nature with AC, WiFi, a king bed, and a modular couch that converts into an extra sleeping space.Unwind on the covered porch in a swinging hammock...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
Laule'a Ohana Retreat: 2 Mauna Lani Villas with Golf Views & Dual Pools
Welcome to Laule'a Ohana Retreat, two side-by-side luxury villas on Hawaii’s Kohala Coast that together create the ultimate gathering place. With 8 bedrooms, 8 full baths, and 2 half baths across nearly 6,000 square feet, these residences are ideal for multi-family...
NEW Studio with 2 Queen Beds in Waikiki
– Located on the 12th floor of Island Colony, a secure high-rise with 24/7 security– Ala Wai Canal and pool views– Elevator access for easy arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store,...
Kaiana Villa: 3BR North Shore Kauai Vacation Rental Home
Perched in the heart of Princeville, Kaiana Villa invites you to immerse yourself in the lush beauty of Hawaii. This sophisticated three-bedroom retreat spans 1,903 square feet, offering a seamless blend of indoor comfort and outdoor serenity, framed by mesmerizing...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
Penthouse condo in gorgeous Kihei
Located in Kihei, this charming condo just steps to the ocean. The space features one bedroom with a king bed and a comfortable living room that includes a sofa bed, perfect for extra visitors. The property offers shared large pool, hot tub and outdoor grill by the...
This phenomenal six-bedroom offering combines two of the absolute finest 3BR/3BA oceanfront residences at Honua Kai, Suite 250 and 251, to create a true masterpiece, perfectly suited to larger groups or families. Each stunning neighboring residence boasts spectacular...
Oceanview + Resort Pools, Spa, and Dining
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Wyndham Mauna Loa Village| Two 2BR/2BA Suites - Sleeps 12!
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier- 1BX
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Honua Kai | Close To Beach | 2 FREE Rental Cars | KBM Resorts | 2 Units, 5 Bedrooms | HK ML-2651
** 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...
Studio Ko Olina Beachfront Resort & Spa Kapolei!
Experience Kapolei like a local in this 1-bedroom resort. The space offers a welcoming atmosphere with a comfortable sofa bed and a tranquil bathroom equipped with a hair dryer. Guests can stay comfortable year-round thanks to heating and air conditioning. A fitness...
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra Large Lanai | 3 Units, 4 Bedrooms | HK ML-1826
** 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...
New Listing! Oceanfront Maui Getaway!
Direct Oceanfront • 8th Floor of 10 • Panoramic Views • Whales, Turtles & Sunsets from Your LanaiIndulge in breathtaking, unobstructed panoramic ocean views from this beautifully updated and impeccably furnished direct oceanfront condominium—where the Pacific feels...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 6th Floor Ocean Views!
Nestled within the lush interior courtyard of the Hokulani Tower, this exceptional 4BR retreat combines two neighboring 6th-floor suites, each offering unobstructed ocean views from high above the palm canopy. Enjoy generous outdoor living space with expansive private...
A luxurious 2 Bedroom Villa in Marriot's Ko Olina Beach Club in Waipahe Place
Enjoy your stay at a beautiful beachfront resort with outdoor pool, spa, fitness center and restaurant. Whether you’re looking to relax in your private 1280 sqft Villa or prefer to lounge poolside with food and beverage services, this is the resort for you!Guests can...
Experience Island Luxury at The Grand Islander by Hilton Grand Vacations -1 Bd.
Indulge in the ultimate Hawaiian escape at The Grand Islander by Hilton Grand Vacations, where luxury and the natural beauty of Oahu come together in perfect harmony. Situated in the heart of Waikiki, this all-suite tower offers a vibrant blend of urban excitement and...
Mahana 411 Direct Oceanfornt, spacious 2BR sleeps 6, Stunning Views
Welcome to your Maui Retreat: This stunning 2-bedroom, 2-bathroom corner condo at The Mahana offers one of the most coveted locations in the building. Corner residences are considered the premier stacks at The Mahana, featuring an additional side window that brings in...
** 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...
Hale Kamaole #166, VIEW, No Steps to Entry, Pool, A+ Wi-Fi, King Bed, EZ Parking
Hale Kamaole: Perfect for seniors. Beautiful furnishings and art. Lanai has beautiful ocean view. New kitchen appliances. Flat surface parking to entry. Easy free parking. Steps to pool, BBQ's, BEACH & Eddie Pu walking trails. Shady lanai w/ VIEW of blue OCEAN, green...
Hale Moana by AvantStay | Incredible Hawaii Beach Resort w/ Pool & Hot Tub!
Kick your feet up at Hale Moana, the newly-renovated villa perfect for your paradise vacation. Professionally and locally designed, this condo captivates Kapolei’s lively atmosphere and offers state-of-the-art appliances, spacious dining areas, and plush lounging...
Waikoloa Village | Quiet 2-bedroom Condo | Sunset and Ocean Views
Relax in Comfort at Waikoloa Villas – Ocean & Sunset ViewsWelcome to your Big Island retreat! This **single-level, ground-floor 2-bedroom, 2-bathroom condo** at Waikoloa Villas offers the perfect blend of comfort and convenience. With **no stairs in or to the unit**,...
Soothing Oceanfront Stay Ideal for Serene Sunsets
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for a room within a hotel.✦ Your room is 350 sq. ft, equipped with complimentary toiletries, high...
Oceanfront Retreat w/ Sunset Views, AC & Private Lanai - Kahana Sunset B4B
Spectacular West Maui Sunset Views, Steps from the Pool and the Beach - Kahana Sunset B4BWelcome to your Maui Retreat: Welcome to Kahana Sunset B4B, a beautifully remodeled 1-bedroom, 1-bath hideaway nestled in the boutique beachfront enclave of Kahana Sunset along the...
4 Bedroom, The Cliffs at Princeville, Hawaii, Gym
You’ll love the stylish decor of this charming place to stay. Located on the north shore of Kauai. This dream of a resort overlooks the Pacific Ocean from atop a high bluff, ensuring dramatic view property-wide. There's certainly no shortage of amenities to be found at...
Kaimana Villa: Princeville Retreat w/ Lanais & Pool
Set within the lush, gated grounds of Nihilani at Princeville, Kaimana Villa at Princeville offers generous space, multiple lanais, and a calm residential feel on Kaua'i's North Shore. With 1,874 square feet of interior living and garden-facing views, this two-story...
Tropical paradise 4-bedroom house in Pāhoa
Escape to this tropical jungle paradise in picturesque Pāhoa. This awesome property features 4 bedrooms including 1 king bed and 3 twin beds. The bathroom is equipped with a bathtub, shower with floor to ceiling windows For an outdoor sensation. There is also an outdoor...
** 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...
Quaint 2-bedroom house in Keaau for a relaxing getaway
Located in Keaau, this charming house features 2 beautiful queen bedrooms and a nice living room with a futon. Mini split AC in the living room and master. The bathroom offers a shower for guests' convenience. Relax and unwind in this cozy retreat during your stay. We...
Perfect Beach Destination! 4 Stylish Ocean View Room w/ Outdoor Pool + Fireplace
This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Rooms are not adjoining and possibly not...
King Room Near Waikiki Beach, Pool Access & Popular Local Dining
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition 40-inch TV, available with Premium cable.✦ Cleaning services...
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun
Immerse yourself in Hawaiian luxury at Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers, a breathtaking resort on the golden shores of Ka’anapali Beach, where every moment feels like paradise.Spacious accommodations designed for families include one-, two-,...
This one-of-a-kind 5BR + den ground-floor offering at the acclaimed Kaanapali Alii, set in the heart of Kaanapali Beach, pairs three luxurious neighboring suites into one spacious island retreat. Together, they create an exceptional Maui getaway designed for relaxing,...
NEW! KBM Resorts West 35 | FREE CAR | Kuilima Estates | 1-Bedroom Condo at Turtle Bay! KUL-W35
** 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...
RARE find! Stunning Views! 3-BR house with pool, WiFi, AC in quiet Honolulu area
Discover the beauty of Honolulu from this 3-bedroom artists' home. This property features 1 king bed, 1 queen bed, and 1 bunk bed, 3.5 bathrooms including 3 bathtubs and 2 bidets - perfect for families or friends traveling together. Guests can relax and unwind in the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms w/ Lush West Maui Mountain Views!
This impressive 3BR offering brings together two adjacent mountainview residences, creating the perfect gathering place for larger groups or families, all at an excellent value.Konea 332 is a remarkable 2BR/2BA suite boasting a desirable corner location and beautiful...