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.
Cozy 1-bedroom condo with AC, WiFi in peaceful Koloa
Discover this awesome 1-bedroom gem in Koloa. This cozy condo offers a living room with a sofa bed, perfect for extra guests. Enjoy amenities like an iron, hair dryer, AC and fully equiped kitchen to make your stay comfortable. Stay connected with WiFi and take...
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Ko Olina Kai
This Kapolei townhome boasts 3 inviting bedrooms. Each bedroom offers a cozy retreat for guests to unwind after a day of exploring. With 3 bathrooms available, there's no need to worry about sharing space. The fantastic layout of this property ensures that everyone has...
Lodge at Kukuiula Cottage 6
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of comfort and luxury, accommodating up to six guests. Each bedroom features a plush king-sized bed, ensuring a restful night's...
Park Lane 3300: 3 BR, 2.5 BA Apartment in Honolulu, Sleeps 6
We welcome you to the absolutely stunning Park Lane 3300. Located in the highly desirable Building 3 of Park Lane at Ala Moana, this beautifully-appointed 3 Bedroom 2.5 Bathroom residence sleeps 6 comfortably and is the ideal combination of luxury and comfort. Enjoy...
Point at Poipu Kauai Oceanfront Condo 2 BR fully equipped in Oceanfront Resort.
This oceanfront Resort provides a magnificent view of the Pacific Ocean. The Point at Poipu Resort is located in the South Shore of Kauai, Hawaii. The resort is a large family-oriented oceanfront property with significant amenities. It is managed by the Hilton Vacation...
NEW! KBM Resorts - FREE CAR - Garden View - Hale Ona Loa - Charming 1 Bedroom at Oceanside Resort HOL-102
** 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...
Climate Controlled Studio - Bamboo Waikīkī Hotel #409
Castle Bamboo Waikīkī Hotel #409 - The sliding glass doors of this 4th floor unit allow in an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at surrounding cityscape. This climate-controlled retreat at the...
Partial Ocean View! 1 Block from Waikiki Beach
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay with you friend , partner and family. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapiolani Park.You can enjoy a walk while feeling the...
Luxury Vacation Retreat at Mauna Lani Point
Luxury Vacation Retreat at Mauna Lani Point – Unit J107Escape to paradise in this beautifully appointed 2-bedroom, 2.5-bathroom end-unit condo, nestled in the prestigious Mauna Lani Point community. Offering stunning views of Mauna Kea, lush tropical landscapes, with...
Artsy 32nd Floor Condo with Modern Furnishings & Gorgeous Ocean Views by Koko Resort Vacation Rentals
VIEWS! Where Ocean Meets Sky! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This unique high-level corner unit offers postcard views from...
Corner 2-Bedroom with Panoramic Ocean Views at Sunset Kahili
Perched above the Pacific on Kaua‘i’s sunny South Shore, this boutique condo at Sunset Kahili offers sweeping ocean views and a serene retreat in the heart of Poipu.This thoughtfully designed unit features tasteful tropical décor and furnishings, creating a warm,...
Royal Kahana Maui 706 Ocean View 1 Bedroom
- 7th floor condo with balcony with tile and carpet flooring throughout- Fully equipped kitchen with – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Tiled bathroom with walk-in tiled shower - 1 king bed and 1 queen sofa bed- Washer/dryer in unit-...
10th Fl Monte Vista | Parking | AC | Ala Wai View
The Space: This spacious 2-bedroom, 1.5-bathroom condo beside the Ala Wai Canal offers spectacular mountain and golf course vistas with hardwood floors throughout and modern amenities.Master Bedroom: Queen bed with window AC unit and mountain viewsSecond Bedroom: Two...
Kapalua Ridge Villa 1221 Ocean View 1 Bedroom
- Second floor villa with two bathrooms and two ocean view lanais- Carpet and tile floors throughout the villa- Golf course, ocean and the islands of Lanai and Molokai are all on view from this comfortable and tranquil villa- 20 stairs and 45 steps between reserved...
Kaanapali Alii | 214
Welcome to Kaanapali Alii 214, your perfect luxury vacation rental in the heart of Lahaina. This stunning one-bedroom, two-bath residence offers a serene garden view and an additional enclosed sleeping den, making it ideal for family-friendly getaways. **Property Layout...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom - Mountain View - 1DR
*** 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 &...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 3 Bedrooms | ML-1481
** 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...
Prime Waikiki Spot! Outdoor Pool, Full Kitchen! Near Waikiki Beach!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 2-Bedroom Condo, Recently Remodeled! KGV-24P2
** 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...
Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-Grill
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom...
Puka Pa 4 – Hualalai Luxury Estate
This new expansive estate in the Puka Pa neighborhood is located just 6 minutes to the heart of Hualalai. Five bedroom suites wrap up to 10 guests in bright, modern luxury, featuring natural wood and stone throughout. Expansive indoor and outdoor kitchens, vaulted...
Wailea Ekahi Village 49C - 1 Bedroom Ocean View Condo
Wailea Ekahi Village 49C is a charming vacation rental located in one of the most popular Wailea vacation rental communities. This one-bedroom ocean-view condo offers a perfect blend of comfort, luxury, and tropical ambiance, making it an ideal destination for travelers...
Laule‘a #13 by Gather – Mauna Lani 4BR Villa w/ Golf Frontage, Private Pool/Spa
Welcome to Laule‘a at the Mauna Lani Resort #13, a refined 4-bedroom, 4.5-bathroom retreat on the Kohala Coast where modern elegance meets effortless island life. With golf course frontage, panoramic views of Mauna Kea, and a private pool and spa framed by tropical...
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Enjoy partial ocean views and tropical breezes from this spacious split-level two-bedroom condo on Kauai’s most famous beach. Ideal for families or friends, it offers comfort, space, and a touch of the sea. Partial Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
Enjoy sweeping ocean views and island comfort in this one-bedroom 2nd floor condo on Kauai’s most beloved beach. Ideal for relaxing getaways, it’s a perfect spot to unwind and take in the scenery. Unit 71 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen...
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate...
Laule‘a #14 by Gather – Mauna Lani Villa w/ Golf & Mountain Views & Private Pool
Welcome to Laule‘a at the Mauna Lani Resort #14, a 4-bedroom, 4.5-bath luxury villa on Hawaii’s Kohala Coast where golf course views and Mauna Kea’s sweeping silhouette frame your private escape. With a pool and spa surrounded by tropical landscaping, spacious...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Top Floor | 2 Units, 3 Bedrooms | HK ML-1309
** 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...
38th Fl Waikiki Banyan | King | AC | Parking
The SpaceEscape to this 38th-floor corner/end unit featuring breathtaking views of the ocean, Diamond Head, and Honolulu’s sparkling skyline. Filled with natural light and cooled by gentle tradewinds, this private retreat is designed for comfort and relaxation after...
KBM Resorts | FREE CAR | Luxury Oceanfront Villa at Montage Kapalua Bay | Private Lanai and BBQ MON-5203
** 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...
Pu'ukole 28 – 4BR Hualalai Luxury Home & Guest House
This 4 bedroom, 4.5 bathroom home, features stunning views and unparalleled outdoor living. This secluded and tranquil retreat in the Puukole neighborhood is situated on the 13th hole of the Keolu golf course and features captivating and expansive ocean views. Sunsets...
Charming 2BR Retreat in Wahiawa Close to Botanical Gardens and Surf
PERFECT FOR:Surfers| Hikers | Couples | Families | Pet ownersSPACE HIGHLIGHTS:- 2BR with queen beds- Sleeps 4 - Full kitchen- Living area w/ fast WiFi- A/C throughout- In-unit washer & dryerUNBEATABLE LOCATION:- 25-30 mins drive to North Shore (Haleiwa, Pipeline, Sunset...
Beautiful 2-bedroom condo on the ocean with WiFi, AC, fitness room
Many recreational amenities, including an outdoor pool, a sauna, and a fitness center. Additional amenities at this resort include complimentary wireless internet access, concierge services, and a picnic area.Enjoy Honu Cove Bar & Grill serving guests of Hilton Vacation...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...
Stunning Partial Ocean Views - Kona Bali Kai 167
Kona Bali Kai 167: Explore downtown Kailua-Kona easily from this comfortable ocean-view location. Upon entry, guests will see the crisp blue views from the floor-to-ceiling glass doors. Tile flooring and charming light rattan furniture compliment the main living space....
Ocean Sanctuary Beachfront 1-bedroom Kihei, Maui
This charming condo offers breathtaking views of Maalaea Bay, West Maui Mountains, Kealia wetlands and bird sanctuary and out the front door, Haleakala, Makena and Molokini crater. Offering a 360 degree view from this 6th floor perch! Situated directly on Sugar beach...
Kukuiula Makai Cottage #12: Plantation-Style 2BR Retreat in Poipu
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedrooms | 2 Units, 4 Bedrooms | KGV ML-1127
** 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...
21st Floor Condo With View of Ko'olau Mountains and the Ala Wai Canal by Koko Resort Vacation Rentals
Deluxe Mountain and Ala Wai View Corner Unit, Free Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Experience breathtaking...
Waikoloa Colony Villas Unit 2001 Garden 2BD 2BA
Waikoloa Colony Villas is located at 69-555 Waikoloa Beach Drive, Waikoloa, HI 96738 - Guests check in at Hawaii Vacation Condos by Outrigger’s office located at the Kings’ Shops, 69-250 Waikoloa Beach Drive, Suite B-13. Open daily from 9am-5pm. - Townhome with...
The Westin Nanea Ocean Villas, Ka'anapali
The Westin Nanea Ocean Villas, Ka'anapali is located between North Ka’anapali Beach and the mountains of West Maui.Westin Nanea offers furnished villas featuring flat-screen TVs, fully equipped kitchens and washer/dryer.Guests can enjoy a meal at the on-site...
Kaanapali Alii | 125
Welcome to Kaanapali Alii 125, your premier luxury vacation rental in Lahaina, Maui. This oceanfront second-floor condo offers breathtaking ocean views from your private lanai, living room, and master bedroom. Designed for comfort and elegance, this two-bedroom,...
Kalani, Charming Hawaiian Retreat in the heart of Princeville
New! Welcome to Kalani, your beautifully remodeled island retreat in the heart of Princeville, Kaua‘i — where modern luxury meets timeless aloha charm.Nestled on Kaua‘i’s breathtaking North Shore, this stunning 3-bedroom + loft (loft sleeping area for teens and...
Beachfront in Haleiwa, Sea Turtles and Sunsets!
Welcome to one of the most unique beachfront homes on Oahu’s north shore. Located directly on the breathtaking Laniakea beach, this location is well-known for spotting Hawaii’s endangered green sea turtles along the shore! Laniakea is also a lovely beach for...
Come Create Memories w/ Fun-filled Adventures at this Paradise! 2 Relaxing Units
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 390 sq. ft, equipped with complimentary toiletries, high definition...
Studio in delightful Kaua'i with fitness room, AC, pools
This wonderful studio in Kaui'a offers a king bed and a sofa bed, perfect for your getaway. Enjoy the convenience of 2 bathrooms with a relaxing bathtub and jetted bathtub. Feel at ease with amenities like a fitness room, iron, heating, hair dryer, and AC. Our place...
Fairways North 32
Nestled in the sought-after North Fairways of the prestigious Mauna Kea Beach Resort, this charming 4-bedroom residence offers the perfect Hawaii vacation experience. Enjoy breathtaking panoramic ocean views complemented by glimpses of Maui and the Kohala mountains....
Makena Surf F111 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F111, a stunning ground floor oceanfront vacation condo that embodies the essence of tropical island relaxation. This spacious 1,510 sq. ft. suite features a quaint entryway that leads you into a beautifully furnished living space, complete with...