Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

koolkondo 2597 Halalu Main home

Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...

Aqua Aloha Surf Waikiki 803 | City View Suite – Pool & BBQ

Aqua Aloha Surf Waikiki 803 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 363 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...

2 Pet-Friendly One King with Kitchen Near Island Adventures

Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...

Kulanakauhale 7 – Deluxe Ocean View | Onsite Staff & Daily Housekeeping

This recently updated luxury residence features modern island décor and sweeping coastline and Maui views. Four bedroom suites accommodate up to 8 guests plus a bonus media room, infinity pool and hot tub with private courtyard. Located in the Kulanakauhale neigborhood,...

Princeville 1 + Loft at The Cliffs - Sleeps 6!

Aloha and welcome to your serene slice of paradise at The Cliffs Resort in breathtaking Princeville! This spacious 1-bedroom + loft, 2-bathroom condo offers the perfect blend of comfort, convenience, and island charm—ideal for couples, families, or small groups seeking...

Compact Waikiki Retreat for 1 person 205

Compact Waikiki Retreat w/ Workspace & AC | Sand & Surf Waikiki 205.Centrally located one block from the world famous Waikiki Beach our compact 150 sq.ft. space is carefully laid out to include a kitchenette, floating desk workspace, open design closet system -...

Honua Kai | 3 FREE Rental Cars | KBM Resorts | Wrap Around Lanai | 3 Units, 8 Bedrooms | HK ML-3473

** 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...

Honua Kai | 3 FREE Rental Cars | KBM Resorts | Grand Suite | 3 Units, 6 Bedrooms | HK ML-2696

** 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...

Ironman Week 2026: Secure Your 2BR Deluxe Stay at Wyndham Kona Hawaiian!

Your Ironman Week Home Base in ParadiseWyndham Kona Hawaiian Resort • Two‑Bedroom Deluxe VillaStep into the spirit of old‑Hawaii while enjoying all the comforts of a modern, spacious retreat. This two‑bedroom deluxe villa at the Wyndham Kona Hawaiian Resort is the...

Kaanapali Alii 473

Ka'anapali Alii 4631 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 473, a beautifully appointed one-bedroom mountain view condo at Maui’s exclusive Kaanapali Alii Resort, offering sweeping views of the...

Maui Resort Rentals: Kaanapali Alii 374 – 7th Floor 3BR with Stunning Ocean & Mountain Views!

***Maui Resort Rentals is proud to present this luxurious 3BR residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach, newly launched on November 7th, 2025 and now accepting bookings for stays beginning November 21st, 2025!***This refined 7th-floor...

Honua Kai - Konea 510

Konea 510 is a comfortable and stylish one-bedroom, one-bathroom suite on the 5th floor, offering beautiful partial ocean views and sweeping sights of the West Maui Mountains. Perfect for couples or small families, this spacious suite gives you plenty of room to relax...

Waikiki Townhouse Paradise

A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...

Fun for the Whole Family! 3 Poolside Units, Minutes to Iao Valley State Park!

Discover the spirit of Aloha at this harborside Maui property!This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and...

Ocean Front Condo in Kahana near Napili!,kapalua

Thank you for checking out my ocean front condo in West Maui! My place redefines what OCEAN FRONT means. You are literally 30 feet from the water! You'll see sea turtles hanging out directly in front of the building! My ocean front condo is an open concept, with an...

Kapalua Ridge Villa 2414 Gold Ocean View 2 Bedroom

- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and bathrooms, carpet in living/ding room and both bedrooms-...

Maui Resort Rentals: Honua Kai - 5 Bedroom Groundfloor Resort Residence, Over 2800 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s

This exceptional five-bedroom ground-floor offering combines three spacious neighboring suites, Hokulani 144, 145, and 147, to create the perfect gathering place for any large group or family. Each suite features a partially secluded, adjacent lawn area, effectively...

Paradise Cove Maui Oceanfront Vacation Home with Pool

We invite you to unwind at Paradise Cove, an oceanfront property located in Napili on the stunningly beautiful West shore of Maui. You, your family, and friends are sure to be pleased with this 3 bedroom/3.5 bathroom home, complete with a resistance pool, hot tub, and a...

Stunning 2BR condo in South Kihei with ocean views!

Hawaii Tax ID: TA-106-007-9616-01TMK: 390050100007Discover your oasis at Royal Mauian 107, nestled along the stunning shores of South Kihei. This beautiful oceanfront condo offers breathtaking views and is designed for a relaxing getaway, where the sound of waves...

Comfortable Peaceful Paradice 2 BDR 1King 2 Twin Kona walk to beach or trolley

Stay comfortably in Kailua-Kona at this charming 2-bedroom condo. The space features one king bed and one twin bed, perfect for a small group or family. Guests enjoy a cool and refreshing atmosphere thanks to air conditioning, while the well-equipped bathroom includes a...

Brand New Upgraded- Ocean View Romantic Studio

This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...

Kapalua Golf Villas | 4 Free Rental Cars | KBM Resorts | Large Bedrooms | 4 Units, 8 Bedrooms | KGV ML-1205

** 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 Kepuhi by Gather: Hanalei Beachfront Home w/ Ocean Views & Private Lana

Welcome to Hale Kepuhi TVNC #5156 by Gather, a relaxed beachfront retreat on the shores of Wainiha Bay where ocean views, tropical breezes, and the rhythm of the North Shore set the pace of your stay. This 3-bedroom, 3-bath holiday home comfortably sleeps six guests and...

Maui Resort Rentals: Honua Kai – 6 Bedroom Retreat, Over 4000 Combined Sq Ft, Stunning Premier Ocean Views!

This rare multi-residence offering combines three neighboring luxury oceanview suites to create an exclusive six-bedroom retreat, ideal for large families and groups seeking space to gather and reconnect without sacrificing privacy. From your elevated sixth-floor...

Waikiki Beach Resort Stay at Grand Islander with Pools, Lagoon & Spacious 1BR

Experience a fun-filled Waikiki stay at The Grand Islander, part of the iconic Hilton Hawaiian Village beachfront resort. Located along the shores of Waikiki, this property offers a lively, resort-style atmosphere with access to multiple pools, a saltwater lagoon,...

AS10 Central Waikiki Cozy Studio

Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...

Na Hale 7 at Pauoa Beach – Serene luxury 3BR, Private Pool, Walk to Ocean

Na Hale 7 – Private Pod-Style Luxury Retreat in Mauna LaniSurrounded by mature palms and lush tropical landscaping, Na Hale 7 offers a refined take on modern Hawaiian pod-style living in one of the most exclusive neighborhoods within the Mauna Lani Resort. From your...

KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo, Recently Remodeled! KGV-20T2

** 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...

@ Marbella Lane | Hale Laʻi Serene Luxury 3BR Home

Summary:Welcome to a serene luxury retreat designed for comfort, beauty, and relaxation. This beautifully appointed Hawaiian home features refined interiors, modern amenities, and a peaceful private setting ideal for families, couples, or extended stays. Thoughtfully...

Hale 'Ae Kai – Balinese-Inspired Oceanfront Estate

Hale 'Ae Kai, is a world class Balinese-inspired estate on 15 acres above the infamous Secret Beach. With views from Bali Hai to the Kilauea Lighthouse, this luxury compound comprises 4 buildings connected by breezeways, surrounded by gardens and ponds. With an...

Aqua Aloha Surf Waikiki 1010 | City View Suite – Pool & BBQ

Aqua Aloha Surf Waikiki 1010 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...

KBM Resorts | Free Cars | Mahana | Upgraded and Remodeled! | 2 Units, 4 Bedrooms | MAH ML-3755

** 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...

Spacious Apartment with Majestic Diamond Head View

Enjoy breathtaking Diamond Head and ocean views from this stunning 10th-floor unit. Wake up to sparkling water views and unwind on the private lanai balcony, perfectly positioned to catch cool island breezes and unforgettable sunrises. The space is bright, airy, and...

Pili Mai 12K Spacious 3BR with Central A/C

Summary:Pili Mai 12K is a spacious 3-bedroom, 3-bath condo in the heart of Poipu, located in one of Kauai’s newer resort communities. This second-floor home features central A/C throughout, an open-concept layout, and a private lanai with peaceful garden views. Enjoy...

The Lagoon House

Aloha and welcome to Paradise! Magnificent views of Paiko Lagoon fill the great room as you enter. Enjoy breathtaking sunrises every day right from your bedroom. This home's spacious design maximizes comfort, luxury and oceanfront views. Wide open yardspace is gated and...

Charming 2-bedroom condo with AC in serene Kailua-Kona

This memorable condo is the perfect home base for your trip to Kailua-Kona. Guests will enjoy two peaceful bedrooms, each with a queen bed, plus a nice living room that also features a queen bed for extra comfort. With two bathrooms, getting ready is easy and...

Kapalua Golf Villas Gold Partial Ocean 1 Bedroom

Golf Villas Gold Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...

Royal Kahana Maui 507 Ocean View 1 Bedroom

This spacious one-bedroom unit offers spectacular ocean views and modern amenities, just steps from the ocean. Ideal for families and friends. Unit 507 Ocean View 1 Bedroom 1 Bath• 5th floor condo with nice views of ocean and the island of Molokai • Kitchen includes...

Aston Waikiki Banyan 1BMV2 | Mountain View Condo – Pool & Hot Tub

Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...

Luxury 1BR with Pool View at Sky Ala Moana

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.“Enjoy cool breezes, lush greenery, and effortless access to resort amenities.”Discover the best of Honolulu...

Holo Hou Hale - Lahaina Shores Retreat on Front St

Come Stay at Holo Hou Hale! This newly renovated Lahaina Shores studio puts you steps from the golden sand, iconic surf breaks, sunset strolls, and stunning mountain views. Enjoy a king bed, full kitchen, pool, hot tub, and direct beach access. Relax, recharge, and...

Oceanfront Living on the Gold Coast!

This stunning fully furnished two-bedroom, two-bath oceanfront condo offers a perfect blend of luxury and tranquility. With a very large, open, and spacious floor plan, the living areas flow seamlessly, providing ample room for relaxation and entertaining. This ocean...

Large balcony studio one block from the beach

Step into this bright studio offering an open-concept living space with sleeping space for up to 3 guests, just a few minutes walk from Waikiki Beach. Enjoy a massive private balcony with city and ocean views, fine touches inside, and a very walkable neighborhood close...

37Fl Renovated Gem Near Waikiki Beach w/ Parking

Summary:Escape to this cozy renovated 1BR on the 37th floor of Waikiki Banyan, ideal for 2 guests. Enjoy mountain views from your private balcony. Just steps from Waikiki Beach, Honolulu Zoo, Kapiolani Park, dining, and shopping, this unit is a comfortable home base in...

KBM Resorts | 3 FREE CARS | Honua Kai Hokulani | Ocean view | 7-Bedroom Multi-Unit Listing with Sweeping views! HK ML-3053

** 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...

Hilton Hawaiian Village Experience Paradise in a 2BR Villa - Sleeps 6!

Hilton Hawaiian Village- Two Bedroom Unit Sleeps 6!***PLEASE DO NOT PUT IN A RESERVATION REQUEST USING THE “REQUEST TO BOOK” BUTTON***Escape to Paradise: Book Your Dream VacationImportant: Please Use the "Contact Host" Feature to StartAre you ready for a luxurious...

Lodge at Kukui'ula Villa 6

Welcome to the Lodge at Kukui'ula Villa 6, a luxurious haven tucked away on Kauai's stunning South Shore. This spacious four-bedroom, four and a half-bathroom villa offers the perfect blend of contemporary elegance and island charm, making it an ideal retreat for...

Islands at Mauna Lani A2

The three-bedroom Islands at Mauna Lani A2 has tremendous curb appeal. Enter a private gate and walk along the hand-laid brick pathway surrounded by blooming hibiscus, tropical greenery, and palm trees to the double-wide etched glass front doors. There is even an...

Waiulu Estate 152B – Ocean View & Fully Renovated | Onsite Staff & Daily Housekeeping

Situated in the coveted Waiulu neighborhood lies this stunning 4 bedroom, 4.5 bathroom fully renovated estate villa home. Luxury finishes, museum quality art and a flexible floor plan combine with a prime ocean view location to deliver the highest level of resort living...

Beachfront Resort! 2 BR Luxury Penthouse

Experience Kihei like a local in this 2-bedroom resort. This beautiful retreat features a cozy living room with a comfortable sofa bed, perfect for relaxing after a day of adventure. Guests can enjoy a refreshing breeze from the air conditioning or unwind in the...